4,8-dihydroxy-5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde

• ChemBase编号: 167571
• 分子式: C19H12N2O3
• 平均质量: 316.31018
• 单一同位素质量: 316.08479225
• SMILES: c12c(cc3c(c1C=O)[nH]c1c3cccc1O)[nH]c1c2cc(cc1)O
• Canonical SMILES: O=Cc1c2c([nH]c3c2cc(O)cc3)cc2c1[nH]c1c2cccc1O
• InChI: InChI=1S/C19H12N2O3/c22-8-13-17-12-6-9(23)4-5-14(12)20-15(17)7-11-10-2-1-3-16(24)19(10)21-18(11)13/h1-8,20-21,23-24H
• InChIKey: UUAFXFAMMPBEFH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4,8-dihydroxy-5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde
• IUPAC传统名: 4,8-dihydroxy-5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde
• 别名: 5,11-Dihydro-4,8-dihydroxyindolo[3,2-b]carbazole-6-carboxaldehyde

登记号

• CAS号: 549548-27-8
• PubChem SID: 162261704
• PubChem CID: 11290038

理论计算性质

• Acid pKa: 9.134033
• 质子受体: 3
• 质子供体: 4
• LogD (pH = 5.5): 3.313797
• LogD (pH = 7.4): 3.3059788
• Log P: 3.3138974
• 摩尔折射率: 91.4322 cm^3
• 极化性: 39.01422 Å^3
• 极化表面积: 89.11 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D448930

A dihydroxy metabolite of aryl hydrocarbon receptor (AhR) ligand Formylindolocarbazole (FICZ): a photoproduct of Tryptophan (T947200).

参考文献

• Bergander, L. et al.: Drug Metab. Disp., 31, 233 (2003)
• Wincent, E. et al.: J. Biol. Chem., 284, 2690 (2003)
• Bergander, L. et al.: Chem.-Biol. Inter., 149, 151 (2003)